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The Great Money Reset The Dumb Things Smart People Do with Their Money
Jill Mark
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PODCASTS

Invest or Pay Down Mortgage?

7/26/25: I joined CBS Mornings to answer viewer questions from life insurance and lowering bills to your mortgage and the impact of canceling credit cards.

PodcastsMark TalercioJuly 26, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
60 and Planning for Retirement at 67

7/25/25: I’m 60 years old and plan to work until 67, at which point I would like to call it quits. Am I on track to make this happen?

PodcastsMark TalercioJuly 25, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Job Change With No 401(k)

7/24/25: I just changed jobs and I'm not sure what to do with my 401(k) from my previous employer as the new employer does not offer a retirement plan. 

PodcastsMark TalercioJuly 24, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Federal Service Early Retirement

7/23/25: After 34 years of working for the government I took an early retirement offer, am I good to never work again?

PodcastsMark TalercioJuly 23, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
529 Plans vs Trump Accounts

7/22/25: With the new Trump Accounts now in the mix, is a 529 plan still the best account for college expenses?

PodcastsMark TalercioJuly 22, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
How Far Behind Am I?

7/21/25: After having a lot of fun in my 20s and 30s, then getting serious in my 40s, how far behind am I for retirement?

PodcastsMark TalercioJuly 21, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Advice on Retaining a CFP

7/20/25: I am wondering if it's worth it just to maintain the relationship with the advisor that my parent's worked with for years, or seek out a lower-cost alternative?

PodcastsMark TalercioJuly 20, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Social Security Funding Crisis

7/19/25: A new projection shows Social Security is on track to deplete its funds for full payments earlier than previously forecasted. Mark and I discuss how it could impact beneficiaries and how the problem can potentially be fixed.

PodcastsMark TalercioJuly 19, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Need a Better Plan to Retire in Three Years

7/18/25: I’ve interviewed CFP providers but have chickened out when it came time to sign the documents and pay a fee, but retirement is closer than ever, and I need a better plan to retire in three years.

PodcastsMark TalercioJuly 18, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Don’t Earn Much, Am I on Track?

7/17/25: Given that my cost of living is very low, can I retire in a few years at 59?

PodcastsMark TalercioJuly 17, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Any Reason Not to Buy the Annuity?

7/16/25: I have a one time opportunity to use my 457 pre-tax deferred compensation funds to purchase an annuity offered by Washington State to former employees. Is there any downside?

PodcastsMark TalercioJuly 16, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Two Academics Facing Unstable Time

7/15/25: I could really use your help, as we've been worrying ourselves sick thinking about what our options are and where we sit financially.

PodcastsMark TalercioJuly 15, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Worried to Death

7/14/25: After being retired for a few years, I am terrified thinking about the future and can't help but worry that we'll lose everything we own.

PodcastsMark TalercioJuly 14, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Keep At It or Change Tactics?

7/13/25: Is the thought of paying off our mortgage the correct thought process given that the interest rate is nearly 7%?

PodcastsMark TalercioJuly 13, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Big, Beautiful Bill Impact

7/12/25: Mark and I discussing who will benefit and who could be impacted negatively by President Trump's massive spending bill, which he signed into law last week.

PodcastsMark TalercioJuly 12, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Retirement With Intention

7/11/25: I recently retired after working in tech for 27 years but now I'm struggling with the transition and how to think about this new phase for the next 30-40 years.

PodcastsMark TalercioJuly 11, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Being Fair With Inheritance

7/10/25: My daughter is very upset with an early inheritance she received. How should I proceed?

PodcastsMark TalercioJuly 10, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Reset After Military Career

7/9/25: I am retiring in June of 2026 after 30 years in the Navy. There will be some kind of reset, but before I embark, are we on track for the next phase?

PodcastsMark TalercioJuly 9, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Vacillating About Retirement

7/8/25: Can I retire at age 59, which is the very last day of this year, or should I keep going for another year or so?

PodcastsMark TalercioJuly 8, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Active Military, Am I on Track?

7/7/25: We're in our 30s, have about $300k saved with a nice pension on the horizon, but we don't own any real estate. Is that holding us back?

PodcastsMark TalercioJuly 7, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
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All opinions expressed by Jill Schlesinger on this website and on the “Jill On Money” radio show are solely Jill Schlesinger’s opinions and do not reflect the opinions of CBS News, its parent and affiliated companies or radio station affiliates. You should not treat any opinion expressed on this website or on the radio show as a specific inducement to make a particular investment or follow a particular strategy, but only as an expression of an opinion. Jill Schlesinger, CBS News, its parent and affiliated companies and radio station affiliates make no warranty as to the completeness or accuracy of any opinion expressed on this website or on the radio show, and any opinion expressed on this website or on the radio show should not be relied upon as complete or accurate. Before acting on any information on this website or on the radio show, you should consider whether it is suitable for your particular circumstances and seek advice from your own financial or investment adviser

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